365 Squarey Monsters: Why September Feels Different

Sunday, September 20, 2026

Why September Feels Different

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Why Fall Feels So Bittersweet

There’s a moment every September when I realize summer really is over. I enjoy everything fall brings, but those first shorter days always leave me feeling a little melancholy. Maybe it’s because the season makes the passage of time so hard to ignore — and gives us a reason to think about how we want to spend what lies ahead.

👉 See how fall changes the way we experience time

How Do You Make the Most of Fall?

One of the best ways to shake that end-of-summer sadness is to have something waiting for you in the fall. The rituals we return to each year give us a reason to embrace the season while it’s here. And the best ones often come with a story.

👉 Share your fall rituals for a chance to win an autumnal surprise

Two sisters in Queens hadn’t spoken in years when one finally decided to reach out with flowers. A mix-up with the delivery date forced her to do the one thing she had hoped to avoid: knock on her sister’s door. Somehow, the flowers started working their magic before they even arrived.

👉 How flowers helped bring two sisters back together

In this week’s episode of Power & Impact, I sit down with Emily Bouchard, a family wealth consultant who has spent more than 20 years helping families navigate inheritance, succession, and the relationships underneath them. We talk about what really gets tested when money enters a family — and it’s rarely the money itself. Watch our conversation.

IN CASE YOU MISSED IT: Marysol Castro has spent more than 25 years in broadcasting, but her career has rarely followed a straight line. On last week’s Celebrate Your Story, she shared how she navigated job losses and reinvention, leaned on relationships built years earlier, and ultimately landed a role she never expected — becoming the first woman to serve as the New York Mets’ public address announcer. Hear how Marysol learned to embrace what comes next.